Flashiest Dressed Male Celebs

Fashion Dos And Don'ts: What You Should Learn From The World's Flashiest Dressers

Riff Raff

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Riff Raff has been making waves in the music world over the past couple of years, and much of the hype surrounding this Texas rapper has to do with his signature eccentric style. His golden grills, long corn-rowed hair, and large colorful tattoos have become so iconic that in 2013 Riff Raff sued director Harmony Korine for stealing his look for James Franco’s character in Spring Breakers. Here are a few pieces of style advice you can steal from Riff Raff’s closet, hopefully without getting sued.

What You Should Steal From Him: Riff Raff has a lot of fun with his style. Last year, Riff Raff and Katy Perry showed up together to the Video Music Awards dressed in matching head-to-toe rhinestone-covered denim, poking fun at the infamous matching outfits worn by Britney Spears and Justin Timberlake years earlier. They looked ridiculous, but they also looked like they were having a really good time. Sometimes, you might know that a certain piece of clothing looks really stupid on you, but who cares? Don’t take yourself too seriously. It’s important to be able to laugh at yourself, and people generally appreciate someone who can let loose in the way that they dress.

What You Shouldn't Steal From Him:Riff Raff is a prominent rapper who has generally paid his dues to the rap community, so even though I don’t always agree with his style choices, I’m willing to give him a bit more of a pass. For everyone else, leave the grills and cornrows at home — not only can they be racially insensitive, past a certain age they lose their appeal. Grills on a 16-year-old are fine, but grills on an adult look like either a botched dental surgery or someone trying way too hard to recapture their youth. Stay in your lane and dress your age.

Shia LaBeouf

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Shia is not the most notable celebrity in terms of his everyday style, but in the past he has made some sartorial decisions that have turned a few heads. Perhaps most memorably, the Transformers star wore a paper bag over his head that read “I Am Not Famous Anymore” to the 2014 premiere of Lars Von Trier’s Nymphomaniac. Recently, Shia confused his fans again by sporting a long rat tail and a new eyebrow piercing. What can you learn from Shia LaBeouf’s unexpected and unconventional style?

What You Should Steal From Him: Shia is not afraid to experiment. The rat tail and the paper bag over the head were both fashion risks for which Shia has endured his fair share of criticism. One has to applaud his ability to try something new even though that the risk leaves him open to public ridicule. It can take a few tries to figure out what works for you and what doesn’t, so don’t be afraid to try a new hairstyle or different pant cut — sometimes it’ll look stupid, but other times, you’ll strike gold and find a look that’s better than whatever you were doing before.

What You Shouldn't Steal From Him:Wearing a paper bag over his head to a movie premiere didn’t really convince anyone that Shia LaBeouf was anything other than another Hollywood actor desperately trying to get some extra publicity. The truth is, Shia LaBeouf has been in a couple of entertaining movies and that’s it. If you want to stand out in a crowd, do it with a few genuinely original fashion choices, not a big gimmicky spectacle. Go for something more subtle — a well-tailored suit, a one-of-a-kind shirt, or a cool accessory — rather than something over-the-top just to get some attention.

Prince

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One of music’s biggest style icons, Prince has been throwing it down fashion-wise for decades. His stud-encrusted purple suit jacket will go down in music history. In fact, Prince may be one of the only celebrities to have made an entire color synonymous with his personal brand. He’s been keeping a relatively low profile recently, but his outfit at the Grammys this year — an orange lamé shirt with matching pants and a white shimmering cane — proved that after all this time, Prince has still got it. What style pointers can you gleam from one of rock’s most flamboyant musicians?

What You Should Steal From Him: Did you know that Prince is only 5’2"? I knew that he was a little guy but it never really registered just how small he was. That’s because Prince doesn’t often let himself be photographed with other people, and he’s known for wearing shoes that give him an extra lift. Prince adjusts his style to match his height constraints. If you’re a shorter guy like Prince, shop around for a quality tailor who can custom-alter your threads to fit you better. Same goes for guys above average height. Don’t settle for misshapen clothes off-the-rack, make them work for you.

What You Shouldn't Steal From Him: Prince could take some hints from Riff Raff and loosen up a bit. Remember when he changed his name to an unpronounceable symbol as a form of protest? The guy won’t even let his songs be released on YouTube. It’s good to be conscious about the way that you dress, but nobody likes that prick who throws a temper tantrum when one of his hairs is out of place. Take pride in looking good — but there’s no need to be an asshole about it.